Hybrid Staff Software Engineer, Billing

at Sentry

• Job title: Staff Software Engineer, Billing
• Job type: Full Time
• Experience level: Lead
• Salary: $253,000 - $316,000 per year
• Degree requirement: Postgraduate Degree
• Location requirements: Hybrid, Toronto, Canada

About the role

• Staff Software Engineer leading engineering culture while developing financial tracking systems for Sentry. Architecting software to process billions of events efficiently with high reliability and accuracy.

Responsibilities

• Architect and build the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy.
• Design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products.
• Lead technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure.
• Establish billing-specific engineering standards across Sentry—defining patterns for usage tracking, financial data modeling, and audit logging that other teams can adopt

Requirements

• Built or significantly improved systems that handle financial data or high-stakes accuracy requirements—billing systems, payment processing, accounting platforms, or financial data pipelines.
• Experience with data modeling — distilling complex business problems into elegant, maintainable schemas
• Mentored engineers through ambiguous, high-stakes projects where technical decisions have direct revenue implications.
• Operated services at Sentry’s scale (millions of events per second) where reliability includes uptime and also financial correctness.

Benefits

• A successful candidate will be eligible to participate in Sentry’s employee benefit plans/programs applicable to the candidate’s position (including incentive compensation, equity grants, paid time off, and group health insurance coverage).